WO2007061625A2 - Composition therapeutique renfermant un compose quaternaire d'organosilane et du peroxyde d'hydrogene pour le traitement d'affections cutanees, et procedes d'utilisation - Google Patents

Composition therapeutique renfermant un compose quaternaire d'organosilane et du peroxyde d'hydrogene pour le traitement d'affections cutanees, et procedes d'utilisation Download PDF

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Publication number
WO2007061625A2
WO2007061625A2 PCT/US2006/043351 US2006043351W WO2007061625A2 WO 2007061625 A2 WO2007061625 A2 WO 2007061625A2 US 2006043351 W US2006043351 W US 2006043351W WO 2007061625 A2 WO2007061625 A2 WO 2007061625A2
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Prior art keywords
skin
composition
water
soil
trimethoxysilyl
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PCT/US2006/043351
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English (en)
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WO2007061625A3 (fr
Inventor
Jerome H. Ludwig
Howard G. Ohlhausen
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Resource Development L.L.C.
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Priority to BRPI0618590-8A priority Critical patent/BRPI0618590A2/pt
Priority to CN2006800434377A priority patent/CN101312734B/zh
Priority to CA002628137A priority patent/CA2628137A1/fr
Priority to JP2008541221A priority patent/JP5180833B2/ja
Publication of WO2007061625A2 publication Critical patent/WO2007061625A2/fr
Publication of WO2007061625A3 publication Critical patent/WO2007061625A3/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/695—Silicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K33/00—Medicinal preparations containing inorganic active ingredients
    • A61K33/40—Peroxides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/22—Peroxides; Oxygen; Ozone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/06—Antipsoriatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/10—Anti-acne agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/16—Emollients or protectives, e.g. against radiation
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0058—Biocides

Definitions

  • Organosilane quaternary nitrogen compounds are formulated with the hydrogen peroxide in aqueous media to provide compositions that can be applied to skin for treatment or prevention of disorders or conditions related to skin surface properties.
  • Skin is one of the largest organs in the body and covers substantially the entire body surface. Skin is composed of two main layers: the surface epithelium or epidermis which includes the uppermost stratum comeum, and the subjacent connective tissue layer or dermis.
  • the skin has a number of functions such as protecting an organism from injury and dessication, receiving environmental stimuli, excreting various substances, regulating body temperature and helping to maintain water balance. Because of its quantitative and qualitative importance, substantially intact and healthy skin is crucial not only for the well being of an organism but for its very survival.
  • the health and integrity of skin may be compromised by wounds, abrasions, ulcers, burns, infections, irritations, microbes, soil, water, other physical or chemical injuries, and other conditions for which normal skin production and repair processes may be inadequate.
  • acute conditions such as patients who are burned over a large surface area often require immediate skin replacement.
  • Less life- threatening but chronic skin problems such as decubitus ulcers, psoriasis,
  • Skin treatments encompass a variety of methods and products. These may range from symptomatic treatments such as the use of topical antiinflammatory compounds to the use of replacement skin. Exposure of the skin to water over a prolonged time period produces deleterious effects on the integrity and condition of the skin, such as maceration and damage to the barrier function of skin. For example, long term water exposure is a known cause of dermatitis. Dermatitis, defined as an inflammation of the skin, is a major problem in professions in which a portion of the skin is subject to prolonged water exposure (the so-called "wet professions").
  • Organosilane quaternary nitrogen compounds have also been employed effectively in eliminating and/or reducing microbial contamination when applied to a variety of surfaces. For instance, bacterial, viral and fungal contamination may be eliminated or reduced when such organosilane quaternary compounds are applied to surfaces.
  • quaternary ammonium organosilanes which have been used for this purpose include 3- ⁇ trimethoxysilyl)propyldimethyloctadecyl ammonium chloride, 3-(trimethoxysilyl)propyldidecylmethyl ammonium chloride, and 3-(trimethoxysilyl)propyltetradecyldimethyl ammonium chloride.
  • the following patents and patent applications disclose the use of siliconized and/or non-siliconized quaternaries, solvents and sufactants/detergents for the cleaning and/or water repellent treatment of substrates: U.S. Pat. No. 4,005,028; U.S. Pat. No. 4,005,030; U.S.
  • compositions and processes for medicating human skin 5 disorders using hydrogen peroxide as an active antimicrobial agent are very well known.
  • Compositions which include essentially hydrogen peroxide in aqueous media or with volatile and non-volatile carrier- solvents have been routinely used.
  • Other therapeutic agents have been
  • the organosilane quat in combination with the hydrogen peroxide provides synergistic results upon bonding onto surfaces.
  • the inventive composition containing the combination of the organosilane quat and hydrogen peroxide components provides unexpectedly improved bonding and durability of the composition on various surfaces. In other words, the results achieved with the combined components in the composition exceeds the expected algebraic sum of the activity of each component when separately used on the surface.
  • compositions reported in our earlier '313 application have therapeutic properties when applied to skin.
  • skin which has been compromised by any of a number of disorders has been repaired by using the inventive composition.
  • the compositions have been found to remedy, cure and/or prevent skin deficiencies caused by water, soil, and/or microbes.
  • the composition comprises a cationic organosilane quaternary ammonium compound ("organosilane quat”) and hydrogen peroxide in aqueous media. These components are contained in effective amounts for treating skin whose integrity and health have been compromised by wounds, abrasions, infections, germs, irritations, soil, water, and other physical or chemical injuries.
  • the composition contains the organosilane quat in an amount up to about 5% by weight, normally about 1 to 5% by weight. Hydrogen peroxide or a complex thereof is in an amount up to 20% by weight, preferably about 3 to about 10% by weight.
  • a liquid diluent is preferably employed and usually consists of deionized water and/or a solvent such as an alcohol, polyol, glycolether and mixtures thereof, for example, glycol, ethylene glycol monobutyl ether, methanol, ethanol, isopropanol, propanol, butanol, or the like.
  • Compositions have pHs on the order of about 2 to about 9, preferably 3 to about 5. Above and below these pHs, nonreactivity of the components may be reduced, thereby diminishing the storage stability of the composition.
  • the compositions may also contain an additive such as a thickener, gelling agent, lubricant, and solvent, and effective mixtures thereof.
  • compositions of this invention As provided in more detail hereinafter, a number of therapeutic effects on the skin are achieved by compositions of this invention.
  • the composition of this invention can be applied to the skin in an amount that is effective to cleanse the skin and improve its water repellency, i.e., its "hydrophobicity ".
  • the deleterious effects produced on the integrity and condition of the skin by exposure to water are alleviated or prevented by application of the inventive compositions.
  • the compositions may be formulated as a cream, a lotion, a gel, an ointment or a spray, etc., in order to take advantage of their effectiveness.
  • the inventive compositions include, optionally, abrasive particles in an amount up to about 35% by weight, preferably about 5% to about 25% by weight.
  • the abrasive particles facilitate the removal of dirt, grime and stains from skin that may be soiled as the result of working, environmental conditions, etc.
  • the optional nonreactive abrasive particles may be coated or uncoated and typically consist of silicas (SiO 2 ), silicates, metal oxides, metal carbonates (calcium carbonate or coated calcium carbonate), clays, carbides and plastics, having an average size on the order of about 5 to about 300 microns.
  • This invention is also directed to a method of regulating the skin hydration by applying the composition of the organosilane quat and hydrogen peroxide to the skin in an effective amount to regulate hydration by providing a moisture transmissive coating.
  • the invention also involves a method for treating skin with a composition that provides a therapeutic multifunctional coating.
  • a composition that provides a therapeutic multifunctional coating.
  • skin soiled with dirt, grime and stains that result from working, etc. may be cleaned and provided with the multifunctional coating upon application of the inventive composition.
  • a liquid inventive composition can be applied by wiping or spraying onto a soiled skin surface in an effective amount and the soil is removed by wiping. Upon such application, the surface becomes clean and an invisable, durable
  • prophylactic coating is bonded onto the surface thereby forming a clean, water and soil repellent and antimicrobial surface that is not readily rinsed off.
  • the coating is also moisture transmissive to allow for skin hydration and the regulation of hydration.
  • the objectives of this invention are to provide therapeutic compositions and methods for treating skin disorders.
  • skin disorders which have been remedied, healed and/or prevented successfully by the compositions of this invention are skin fungus (toe nail fungus); foot odor; hand and/or foot calluses; elbow and cradle cap psoriasis; skin tags (eye lid and/or nose); "age spots” (hands and/or face); pimples, zits and blackheads (acne); suspected basil cell carcinoma; paper cuts on hands; knee abrasion; "jock itch”; and puncture wounds, bacterial infections and other skin eruptions.
  • the composition also provides for simultaneous cleaning, disinfecting and rendering the skin water and soil repellent.
  • the therapeutic compositions are also (1 ) biodegradable, (2) skin penetrating and moisture transmissive, (3) broadband antimicrobial, (4) skin bondable and durably water and soil repellent, (5) storage stable and economical in terms of performance and coverage, and (6) can be used or applied as a cream, lotion, gel or ointment with ordinary techniques.
  • Organosilane Quaternary Ammonium Compounds The organosilane quats are defined by the formula:
  • R 1 hydrogen and/or C 1 to C 4 alkyl
  • R 2 divalent hydrocarbon radical with C 1 to C 8 carbon atoms
  • R 3 hydrogen or C 1 to C 4 alkyl
  • R 4 hydrogen or C 1 to C 10 alkyl
  • R 5 C 10 to C 22 saturated or unsaturated hydrocarbon radical
  • X halide (preferably chloride or bromide), carboxylate (acetate, glycolate), sulfonate, hydroxide, sulfate, or phosphate.
  • the organosilane quat is contained in an amount of up to about
  • the composition may further contain a solvent selected from the group of an alcohol, polyol, glycolether and mixtures thereof, as mentioned above, more preferably, methanol, ethanol or isopropanol.
  • the cationic monomeric organosilane quaternary ammonium com pound is selected from the group consisting of 3-(trimethoxysilyl)propyldimethyloctadecyl ammonium chloride ("C-18 quat”), 3-(trimethoxysilyl)propyldimethyldodecyl ammonium chloride ("C-12 quat”), 3-(trimethoxysilyl)propyldidecylm ⁇ thyl ammonium chloride, 3-(trimethoxysilyl)propyltetradecyldirnethyl ammonium chloride, 3 ⁇ (trimethoxysilyl)propyldimethylsoya ammonium chloride, 3-(trimethoxysilyl)propyldimethyloleyl ammonium chloride, 3-(trimethoxysilyl )propyloctadecyl ammon ium chloride, 3-(trimethoxysilyl)propyloleyl
  • the organosilane quaternary ammonium compounds facilitate the cleaning of the skin and also provide reactive groups for bonding with the skin to obtain the desired therapeutic effects. Accordingly, it is preferred for the organosilane to have a hydrocarbon group such as a C 10 -C 22 saturated or unsaturated hydrocarbon group which facilitates healing, cleansing, surfactant, water repellent, and/or antimicrobial activities.
  • a hydrocarbon group such as a C 10 -C 22 saturated or unsaturated hydrocarbon group which facilitates healing, cleansing, surfactant, water repellent, and/or antimicrobial activities.
  • the compositions contain the organosilane quat in an amount up to about 5% by weight, preferably up to 1 % by weight.
  • various types of abrasive particles in an amount up to 35% by weight may be used, preferably about 5 to about 25% by weight.
  • hydrogen peroxide or a complex thereof in general, the hydrogen peroxide content thereof is in an amount of up to about 20% by weight, preferably about 3 to about 10% by weight of the composition.
  • organosilane quats like Sftrimethoxysilyljpropyldimethyloctadecyl ammonium chloride, are about 0.4 to about 0.7% by weight and up to about 5% by weight with about 3% to 10% by weight of hydrogen peroxide.
  • organosilane quats like Sftrimethoxysilyljpropyldimethyloctadecyl ammonium chloride
  • abrasive solid particles can be used.
  • Non-limiting examples of abrasive solid particles are shown on the following Table 1.
  • Plastics polyethylene, polyester, polypropylene, etc.
  • grits are available in many different particle sizes, and generally have an average particle size of about 5 to about 300 microns, with their abrasive quality generally varying inversely with their particle size, i.e., the smaller their size, the less abrasive their action on the soil and the underlying skin surface.
  • grits due to the varying structure of grits (i.e., spherical, plate like, hollow, sharp, etc.), it is often desirable to employ a combination of grits of varying size and hardness to achieve the desired ability to remove both organic and inorganic soil from skin surfaces.
  • the grits must be nonreactive with the organosilane quat and the hydrogen peroxide or, if normally reactive, must be used in a form which has been rendered nonreactive with various available coatings; whereby the organosilane quat remains storage stable and available for bonding to the cleansed skin surface.
  • the abrasive particles in the compositions are in an amount up to about 35% by weight where the organosilane quaternary compound is in an amount up to about 5% by weight. More preferably the abrasive particles are usually in an amount from about 5 to about 25% by weight where the quaternary compound is in an amount up to about 5% by weight. .
  • Hydrogen peroxide is a heavy liquid, and is available in aqueous solutions of various strengths.
  • the anhydrous form is soluble in water and alcohol. It is unstable, but is commonly inhibited in solution by acetophenetidin, acetanilide or tin compounds, and is suitable for use in this invention in effective amounts as set forth above.
  • acetophenetidin, acetanilide or tin compounds and is suitable for use in this invention in effective amounts as set forth above.
  • synergistic activities for the combination of the organosilane quat and hydrogen peroxide on various solid and porous surfaces we previously reported synergistic activities for the combination of the organosilane quat and hydrogen peroxide on various solid and porous surfaces. It is believed that the mechanism for these active ingredients applies to the treatment of skin according to the principles of this invention.
  • Quaternary ammonium compounds are known to bond to anionic surfaces by interaction with absorbed water on the surface. This can be described by the following equation.
  • the organic cation also contains a silane function (-Si-OR) which can hydrolyze to a silanol (-Si-O-H), additional bonding of a chemical nature can occur with the substrate silanols, or reactive moieties on the skin surface, or to another organic cation silanol which would lead to polymerization and crosslinking of the organo quaternary compounds on the skin surface.
  • This chemical bonding and crosslinking lead to a more durable coating which is not easily removed from the skin by ordinary contact (by clothing or use) or rinsing.
  • Non-limiting forms of hydrogen peroxide include urea peroxide, sodium percarbonate, calcium peroxide, magnesium peroxide and ammonium fluoride peroxohydrate, which solubilize or decompose in aqueous solution to form hydrogen peroxide.
  • the therapeutic compositions of this invention are liquids and require a liquid diluent.
  • the preferred liquid diluent is water, most preferably deionized water, and/or an alcohol, which forms a medium for a slurry, cream or a gel with the organosilane quat and hydrogen peroxide.
  • nonreactive abrasive solid particles may be used to assist in cleansing the skin.
  • the above stated relative amounts of the organosilane quat and abrasive solid particles, and hydrogen peroxide are provided with a balance of deionized water to form the slurry, cream or gel with other potential additives such as thickeners, gelling agents, abrasive solids, lubricants and solvents.
  • a solvent it is usually selected from the group of an alcohol, polyol, glycol ether and mixtures thereof, more preferably ethanol or isopropanol.
  • abrasive or “abrasion” mean any material or substance used for massaging of the skin, or the spot or area on a skin surface that results from being rubbed, agitated or massaged with abrasive "particle(s)” or “grit(s)”.
  • antiimicrobial means the ability of a skin surface and its coating to resist the attachment and growth of microorganisms; particularly those that are disease-causing.
  • application means the treatment of skin with the composition, usually a slurry, cream or gel as topically applied.
  • bacteria means ubiquitous one-celled organisms that appear singly or in chains and are comprised of various species involved in fermentation, putrefaction and infectious diseases.
  • “bond”, “bonded” or “bondable” means the ability to strongly adhere the composition to the skin surface, as in the ability to bond a water and soil repellent coating or characteristic to an otherwise water and soil accepting skin surface.
  • the composition is deemed “bonded” or “bondable” when it demonstrates contact angles to plain (tap) water that are superior (greater than about 25°) to untreated skin surface, and is resistant to removal by repeated rinsing with such water.
  • cleaning either refers to skin surfaces that are unsoiled, unstained and free from soil buildup or the compositions of this invention and the methods of using them.
  • disinfect(ed) or “disinfecting” means any chemical agent used on skin surfaces to destroy or inhibit the growth of harmful organisms (germs) and the effects thereof.
  • durable or “durability” means long-lasting and not easily removed by rinsing with plain (tap) water.
  • “everyday soil” or “soil” means the dirt, grime, grease, stains, spills, splatters and blemishes on skin that result from working, cooking, eating, drinking, washing, bathing and showering such as dirt, dust, beverages, milk, coffee, tea, juices, sauces, gravies, food boil over, soap scum, water spots, mineral deposits, etc.
  • germ(s) means disease-producing microorganisms.
  • inorganic soil means lime scale, hard water film, rust and mineral deposits composed of matter that is not animal or vegetable; derived from mineral sources.
  • massaging refers to wiping and/or scrubbing the composition on and into the buildup until the soil is no longer attached to the skin surface.
  • microorganism(s) means any organism too small to be viewed by the unaided eye, such as bacteria, protozoa, virus and some fungi and algae.
  • mitigate(d) means to lessen in force or intensity and make less severe; to mollify and control; particularly with respect to the attachment and growth of microorganisms.
  • mold and “mildew” mean the growth of minute fungi that forms on animate and inanimate surfaces and is generally associated with dampness and/or decay.
  • “monomer” or “monomeric” means a molecule capable of reacting with identical or different molecules or to form a protective coating on skin.
  • “multifunctional” means the process of achieving two or more discernable results from a single application, as in simultaneously or sequentially cleaning and coating the skin whereby the coating also performs the function(s) of rendering the skin water repellent, soil repellent, moisture transmissive and/or antimicrobial, all to promote healing.
  • nonreactive refers to abrasive solid particles that do not react with the organosilane quaternary or hydrogen peroxide so as to diminish their therapeutic cleansing and coating proportions in accordance with this invention; or, if reactive in their normal state, are coated with a variety of substances that form a barrier to make them nonreactive and storage stable to provide the desired skin surface therapeutic cleansing and bonding functions.
  • organic soil means foodstuff, soap scum, grease, oil and any chemical compound containing carbon; having the characteristics of or derived from living organisms.
  • particle(s) and “grit(s)” means minute pieces or fragments of solids with varying hardness, structure, texture and size used for the removal of insoluble soil.
  • prophylactic(ally) refers to a protective effect, process and/or quality achieved by the therapeutic compositions of this invention.
  • polymer or “polymeric” means a compound of high molecular weight usually derived by the reaction/condensation of many smaller molecules.
  • pellet or “repellent” means to resist effectively, to keep off or out, to fail to mix with and to resist the absorption, attachment or passage of water, soil and germs.
  • resistant to removal means a coating or skin surface finish that is not easily removed by everyday use of the treated skin on body surfaces, ordinary contact with clothing or by rinsing, washing or cleaning with plain (tap) water.
  • sanitizer or “sanitizing” means a substance, preparation or process for cleaning a skin surface to render it free of from dirt, soil, germs, etc.
  • “soil repellent” means a skin surface that exhibits reduced adhesion to, and buildup of, for example, everyday soil both before and after evaporation of the water component.
  • “sterilant” or “sterilization” means any chemical agent, substance or process that causes the destruction of living microorganisms.
  • “storage stable” refers to a useful shelf life of the liquid compositions of this invention when stored in containers under ambient environmental conditions of temperature as found in warehouses, shipping containers, packages, etc., upto 120 0 F for months, typically desired for more than six months or at least one year.
  • skin or “skin surface” refers to the organ of an animal or human body that covers part of, or the entire, body surface and is composed of two main layers: the surface epithelium or epidermis which includes the uppermost stratum corneum and the subadjacent connective tissue layer or dermis. These terms are also meant herein to refer to nails and hair.
  • skin disorders or “disorder(s)” refers to skin whose health and/or integrity is compromised by wounds, abrasions, ulcers, burns, infections, irritations, microbes, soil, water, psoriasis, acne vulgaris, blemishes, age spots, sclerosis, other physical or chemical injuries, and other skin deficiencies including eruptions.
  • surfactant refers to a substance that reduces surface tension or interfacial tension between two liquids or a liquid and solid. It includes detergents, wetting agents and emulsif ⁇ ers.
  • therapeutic(ally) refers to a remedial, prophylactic, or curative effect, process and/or quality achieved by the inventive composition(s) and method(s) on skin disorder(s).
  • virus means an ultramicroscopic, metabolically inert infectious agent that replicates only within the cells of living hosts, mainly bacteria, plants and animals, but which are transferred by hand & body contact directly or indirectly through hand & body contact surfaces.
  • water repellent “water repellency” and “hydrophobic(ity)” as used herein describe the hydrophobic nature or characteristic of skin and its ability to repel water as measured by the contact angle of a drop or droplet of plain (tap) water on the surface.
  • the hydrophobicity of a discrete skin surface is rated in terms of its contact angle to plain (tap) water drops that are greater than about 25°, and its resistance to removal by repeated rinsing with such water.
  • compositions provided a durable therapeutic multifunctional coating that rendered the skin water and soil repellent, and antimicrobial.
  • antimicrobial therapeutic effects of the compositions provided hereinafter are examples of antimicrobial efficacy of the organosilane quats and hydrogen peroxide.
  • compositions of this invention were similar to composition #2 (Table 2) consisting of 0.4% S-ttrimethoxysilyDpropyldi-methyloctadecyl ammonium chloride with 3% hydrogen peroxide.
  • Table 2 consisting of 0.4% S-ttrimethoxysilyDpropyldi-methyloctadecyl ammonium chloride with 3% hydrogen peroxide.
  • Microorganisms a. Escherichia coli (ATCC 1 1229) b. Staphylococcus aureus (ATCC 25923) c. Bacillus subtilis (ATCC 6363)
  • Example 1 composition (cationic organosilane quaternary ammonium compound with hydrogen peroxide) for testing Methods
  • the Blood Agar Plates (BAP) were inoculated with fresh cultures of the test organisms to obtain confluent growth and incubated at 35 0 C for 24 hours.
  • a suspension of each organism was prepared by transferring colonies of each organism into separate 10 ml tubes of Butterfield's buffer. The suspensions were adjusted to a turbidity of 0.5 McFarland units, corresponding to approximately 1 X 10 6 cells.
  • a 1 :100 dilution of each suspension was performed by aliquoting 0.1 ml of suspension into 10 ml BFB, creating organism suspensions.
  • test surfaces were cleaned with isopropyl alcohol and allowed to air dry. 4. Duplicate 100cm 2 areas were measured and designated on the test surfaces for each organism and labeled using masking tape.
  • Test areas were sampled with BFB pre-moistened sterile swabs to confirm test areas were negative for bacterial growth. 6. Using a micropipette and sterile tips, 0.1 ml of the organism suspensions were applied independently to the corresponding sections of the test surfaces and evenly distributed using a flame sterilized glass rod to cover the entire 100cm 2 . 7. Each surface was then treated with the composition
  • Example 1 by spraying it onto the surface to be cleaned and wiping with paper towel or soft cloth until crystal clear and sparkling.
  • Test areas were sampled with BFB pre-moistened sterile swabs.
  • the organism suspensions and test sample swabs were vortexed to ensure homogeneity and cultured onto BAP via the Spiral Biotech Autoplate 4000.
  • the cultured samples were incubated at 35 0 C for 48
  • the negative control data demonstrates that all surfaces were free of bacteria prior to the experiment.
  • the results indicate that the composition is an effective bactericide against Bacillus suhtilis,
  • the therapeutic coating on the skin was tested for durability on hands in the following manner.
  • Collagen film (O.I 5 mm thick) was employed as a substitute for skin (Ref.: U.S. Patent No. 5,300,286 to Dow Corning, CoI. 6,
  • Example 1 Collagen film sheet was rinsed on both sides with isopropanol and allowed to air dry. The compositions employed in the teat were then sprayed on one side of the film and completely wetted the surface of the film. The excess of the composition was removed with a paper towel and the treated film surface allowed to air dry. Samples of the film were cut into 2 1 /2-inch diameter test samples.
  • the test equipment employed in the Moisture Transmissive Test was a "Mason” Jar with a 2 1 /2-inch diameter opening and a capacity of about 8 oz.
  • the film samples were placed on the top of the opening of the jar followed by a rubber gasket in place of the "Mason"
  • the lid was then attached to seal the collagen film in place. 10 ml of tap water were added to the surface of the film and the film was maintained with a water coating on the surface throughout the test period. 50 ml of concentrated sulfuric acid had been added to each test jar as a desiccant to absorb the water moisture that would pass through the film. The weight gain of the sulfuric acid would be equal to the amount of water passing through the collagen film in a given amount of time. The weight gain was determined by the difference between the weight of the jar and acid the jar before and after the test period.
  • Treated films were tested with the treated surface on top and in contact with the water (95-hour test) and also with the treated surface on the bottom with the untreated surface in contact with the water (7-hour test). A control with no treatment of the surface was also run.
  • Composition No. 1 0.4% C-12 quat, 3.0% hydrogen peroxide, 4.05 denatured ethanol in deionized water.
  • Composition No. 2 0.4% C-18 quat, 3.0% hydrogen peroxide, 4.0% denatured ethanol, in deionized water.

Abstract

L'invention concerne des compositions thérapeutiques de nettoyage de la peau et de revêtement multifonctionnelles, contenant du peroxyde d'hydrogène et un composé quaternaire d'organosilane dans des formulations aqueuses, lesdites compositions étant utilisées pour le traitement d'affections cutanées, y compris plaies, abrasions, ulcères, brûlures, infections, irritations provenant de microbes, du sol ou de l'eau, psoriasis, acné vulgaire, taches, taches séniles, sclérose, autres lésions physiques ou chimiques, et autres déficiences cutanées.
PCT/US2006/043351 2005-11-21 2006-11-06 Composition therapeutique renfermant un compose quaternaire d'organosilane et du peroxyde d'hydrogene pour le traitement d'affections cutanees, et procedes d'utilisation WO2007061625A2 (fr)

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BRPI0618590-8A BRPI0618590A2 (pt) 2005-11-21 2006-11-06 composições terapêuticas ligáveis á pele e estáveis no armazenamento
CN2006800434377A CN101312734B (zh) 2005-11-21 2006-11-06 用于治疗皮肤病的含有有机硅烷季铵化合物和过氧化氢的治疗性组合物
CA002628137A CA2628137A1 (fr) 2005-11-21 2006-11-06 Composition therapeutique renfermant un compose quaternaire d'organosilane et du peroxyde d'hydrogene pour le traitement d'affections cutanees, et procedes d'utilisation
JP2008541221A JP5180833B2 (ja) 2005-11-21 2006-11-06 皮膚障害の治療のためのオルガノシラン第４級化合物及び過酸化水素を含む治療組成物

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US11/284,374 2005-11-21
US11/284,374 US8257780B2 (en) 2003-10-31 2005-11-21 Therapeutic composition containing an organosilane quaternary compound and hydrogen peroxide for treating skin disorders and methods of using

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US10864058B2 (en) 2018-03-28 2020-12-15 Parasol Medical, Llc Antimicrobial treatment for a surgical headlamp system
US10967082B2 (en) 2017-11-08 2021-04-06 Parasol Medical, Llc Method of limiting the spread of norovirus within a cruise ship
US11305033B2 (en) 2019-03-05 2022-04-19 Parasol Medical, Llc Splinting system including an antimicrobial coating and a method of manufacturing the same

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7754004B2 (en) * 2005-07-06 2010-07-13 Resource Development, L.L.C. Thickened surfactant-free cleansing and multifunctional liquid coating compositions containing nonreactive abrasive solid particles and an organosilane quaternary compound and methods of using
US7589054B2 (en) * 2007-01-02 2009-09-15 Resource Development L.L.C. Clathrates of an organosilane quaternary ammonium compound and urea and methods of use
CN108191846B (zh) * 2008-12-04 2021-08-20 于崇曦 高穿透性组合物及其应用
WO2011123623A2 (fr) * 2010-03-31 2011-10-06 Ap Goldshield, Llc Procédés antimicrobiens topiques pour la peau, les ongles et les cheveux utilisant des formulations contenant des composés quaternaires d'organosilane
US8735618B2 (en) 2010-05-07 2014-05-27 Resource Development L.L.C. Solvent-free organosilane quaternary ammonium compositions, method of making and use
US8968771B2 (en) * 2011-07-14 2015-03-03 Coeus Technology, Inc. Articles and methods for applying antimicrobial protection
CN103566371B (zh) 2012-08-01 2015-09-09 南京神奇科技开发有限公司 抗微生物的物理方法
US9145536B2 (en) * 2013-12-20 2015-09-29 Church & Dwight Co., Inc. Peroxide-containing cleaning composition with enhanced peroxide stability
CN106170520A (zh) 2014-04-10 2016-11-30 3M创新有限公司 增粘和/或抑尘涂层
CN106659643B (zh) * 2014-04-21 2020-06-19 阿克拉瑞斯治疗股份有限公司 过氧化物制剂及使用过氧化物制剂的方法和施加器
WO2016187391A1 (fr) * 2015-05-19 2016-11-24 Hilliard Carl Procédés visant à empêcher la colonisation de tissus par des agents pathogènes et à traiter les biofilms présents sur des tissus animaux
US20160354307A1 (en) * 2014-05-19 2016-12-08 Carl Hilliard Antimicrobial composition and methods of use
US20150328241A1 (en) * 2014-05-19 2015-11-19 Carl Hilliard Product and method for treatment of a biofilm, including control of substrate colonization and treatment of infection
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SG11202002699PA (en) * 2017-08-01 2020-04-29 Nano Global Alkyl dimethyl organosilane quaternaries in persistent systems and methods
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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000054587A1 (fr) * 1999-03-16 2000-09-21 Coating Systems Laboratories, Inc. Preparations antimicrobiennes pour la peau contenant des composes quarternaires d'organosilane
WO2000072850A1 (fr) * 1999-05-28 2000-12-07 Coating Systems Laboratories, Inc. Compositions de soins pour les pieds contenant des organosilanes d'ammonium quaternaire
US20050096250A1 (en) * 2003-10-31 2005-05-05 Resource Development L.L.C. Cleaning and multifunctional coating composition containing an organosilane quaternary compound and methods of using

Family Cites Families (93)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2612458A (en) 1945-03-07 1952-09-30 Honorary Advisory Council Sci Method and composition for rendering window surfaces water repellent and product resulting therefrom
US2962390A (en) 1955-08-18 1960-11-29 Jacob M Fain Rain repellent compositions, method of application and base coated therewith
US2923653A (en) 1956-08-13 1960-02-02 Rohm & Haas Bonded non-woven fibrous products and methods for manufacturing them
NL113683C (fr) 1958-07-10
US3244541A (en) 1961-02-03 1966-04-05 29 West Fifteenth Street Corp Water-repellent compositions and methods of making same
US3579540A (en) 1968-11-01 1971-05-18 Howard G Ohlhausen Method for protecting nonporous substrates and for rendering them water repellent
US3560385A (en) 1968-11-01 1971-02-02 Dow Corning Method of lubricating siliceous materials
US3730701A (en) 1971-05-14 1973-05-01 Method for controlling the growth of algae in an aqueous medium
BE789399A (fr) 1971-09-29 1973-03-28 Dow Corning Inhibition de la croissance de bacteries et de champignons a l'aide de silylpropylamines et de derives de celles-ci
US3860709A (en) 1971-09-29 1975-01-14 Dow Corning Method of inhibiting the growth of bacteria and fungi using organosilicon amines
BE791134A (fr) 1971-11-12 1973-05-09 Dow Corning Procede et filtre pour inhiber la croissance
US3865728A (en) 1971-11-12 1975-02-11 Dow Corning Algicidal surface
US3954974A (en) * 1972-06-09 1976-05-04 Paul Herzog Disinfectant for the surface of human body parts containing hydrogen peroxide
CA1010782A (en) 1973-02-20 1977-05-24 Charles A. Roth Articles exhibiting antimicrobial properties
US4005030A (en) 1975-04-22 1977-01-25 The Procter & Gamble Company Organosilane-containing anionic detergent composition
US4005028A (en) 1975-04-22 1977-01-25 The Procter & Gamble Company Organosilane-containing detergent composition
US4005025A (en) 1975-05-05 1977-01-25 The Procter & Gamble Company Organosilane-containing anionic detergent composition
US4161518A (en) 1977-12-29 1979-07-17 Minnesota Mining And Manufacturing Company Compositions and methods for inhibiting plaque formation
US4259103A (en) 1979-03-12 1981-03-31 Dow Corning Corporation Method of reducing the number of microorganisms in a media and a method of preservation
US4311598A (en) 1979-09-04 1982-01-19 Interox Chemicals Limited Disinfection of aqueous media
US4406892A (en) 1979-11-06 1983-09-27 International Paper Company Organosilicon quaternary ammonium antimicrobial compounds
US4282366A (en) 1979-11-06 1981-08-04 International Paper Company Organosilicon quaternary ammonium antimicrobial compounds
US4397757A (en) 1979-11-16 1983-08-09 Lever Brothers Company Bleaching compositions having quarternary ammonium activators
DE3047994C2 (de) 1980-12-19 1985-11-21 Degussa Ag, 6000 Frankfurt Verfahren zur Herstellung wasserhaltiger Lösungen kationischer Organosiliciumverbindungen
US4361273A (en) 1981-02-25 1982-11-30 Levine Michael R Electronic humidity control
US4430236A (en) 1981-06-22 1984-02-07 Texize, Division Of Mortonthiokol Liquid detergent composition containing bleach
US4394378A (en) 1981-07-08 1983-07-19 Klein Stewart E 3-(Trimethoxysilyl) propyldidecylmethyl ammonium salts and method of inhibiting growth of microorganisms therewith
EP0076607B1 (fr) 1981-10-03 1986-08-27 Dow Corning Limited Traitement de fibres textiles
US4467013A (en) 1981-10-09 1984-08-21 Burlington Industries, Inc. Bioactive water and alcohol-repellant medical fabric
US4615882A (en) 1982-09-27 1986-10-07 Stockel Richard F Disinfectant solution for contact lens
GB8314500D0 (en) 1983-05-25 1983-06-29 Procter & Gamble Ltd Cleaning compositions
GB8330158D0 (en) 1983-11-11 1983-12-21 Procter & Gamble Ltd Cleaning compositions
US4682992A (en) 1984-06-25 1987-07-28 Potters Industries, Inc. Microbicidal coated beads
US4797420A (en) 1984-08-14 1989-01-10 Jabco Manufacturing, Inc. Disinfectant formulation and method of use
US4567039A (en) 1984-10-12 1986-01-28 Revlon, Inc. Hair conditioning composition and method
US4631273A (en) 1984-11-05 1986-12-23 Dow Corning Corporation Aqueous emulsions using cationic silanes
LU85789A1 (fr) * 1985-02-26 1986-09-02 Oreal Utilisation dans les domaines therapeutique et cosmetique d'une solution anhydre de peroxyde d'hydrogene
JPS62184126A (ja) 1986-02-04 1987-08-12 帝人株式会社 ビルト・インで抗菌性を付与されたポリアミドヤ−ン及びその製造法
US4781974A (en) 1986-04-23 1988-11-01 James River Corporation Antimicrobially active wet wiper
US4941989A (en) 1986-07-16 1990-07-17 Ridgely Products Co., Inc. Cleansing and disinfecting compositions
US4842766A (en) 1987-02-17 1989-06-27 Dow Corning Corporation Silane microemulsions
US5906810A (en) 1987-03-17 1999-05-25 Turner; Robert E. Formulations and uses thereof in the prevention and treatment of oral lesions
US4866192A (en) 1988-04-18 1989-09-12 Dow Corning Corporation Organosilicon quaternary ammonium antimicrobial compounds
US4847088A (en) 1988-04-28 1989-07-11 Dow Corning Corporation Synergistic antimicrobial composition
US4990377A (en) 1988-05-02 1991-02-05 Pcr Group, Inc. Buffered silane emulsions having low volatile organic compounds when cured
US4865844A (en) * 1988-05-20 1989-09-12 Dow Corning Corporation Method of treating tinea pedis and related dermatophytic infections
US5348556A (en) 1988-06-14 1994-09-20 Basf Corporation Volatile carpet sanitizing shampoo containing hydrogen peroxide
US4908355A (en) * 1989-01-09 1990-03-13 Dow Corning Corporation Skin treatment method
DE3905919A1 (de) 1989-02-25 1990-08-30 Degussa Organosiliciumverbindungen-enthaltende gemische und deren verwendung zur hydrophobierenden und antimikrobiellen impraegnierung
US5380764A (en) 1989-06-08 1995-01-10 Herzog; Paul Composition of vitamin A, glucose and hydrogen peroxide for cosmetic or pharmaceutical use
US5013459A (en) 1989-11-09 1991-05-07 Dow Corning Corporation Opthalmic fluid dispensing method
US5411585A (en) 1991-02-15 1995-05-02 S. C. Johnson & Son, Inc. Production of stable hydrolyzable organosilane solutions
US5320805A (en) 1991-05-15 1994-06-14 Sterilex Corporation Methods of using a cleaner, sanitizer, disinfectant, fungicide, sporicide, chemical sterilizer
US5209775A (en) 1992-01-23 1993-05-11 Dow Corning Corporation Water repellents containing organosilicon compounds
US5360569A (en) 1993-11-12 1994-11-01 Lever Brothers Company, Division Of Conopco, Inc. Activation of bleach precursors with catalytic imine quaternary salts
US5360568A (en) 1993-11-12 1994-11-01 Lever Brothers Company, Division Of Conopco, Inc. Imine quaternary salts as bleach catalysts
US5550184A (en) 1994-03-04 1996-08-27 E. I. Du Pont De Nemours & Company Hydrolyzed silane emulsions and their use as surface coatings
DE19538629C2 (de) 1995-10-17 1999-01-14 Karsten Dr Koenigstein Siliciumperoxid-Verbindungen
US6316399B1 (en) 1995-12-27 2001-11-13 Envirox, L.L.C. Surfactants based aqueous compositions with D-limonene and hydrogen peroxide and methods using the same
CA2195179A1 (fr) 1996-01-16 1997-07-17 Anabec Inc Compositions de nettoyage, désinfectantes, activées; méthodes d'utilisation
US6087319A (en) 1996-03-04 2000-07-11 S. C. Johnson & Son, Inc. Stable aqueous silane solutions for cleaning hard surfaces
AU704813B2 (en) 1996-04-02 1999-05-06 S.C. Johnson & Son, Inc. A method for imparting hydrophobicity to a surface of a substrate with low concentration organofunctional silanes
US5959014A (en) 1996-05-07 1999-09-28 Emory University Water-stabilized organosilane compounds and methods for using the same
US5736582A (en) * 1996-10-10 1998-04-07 Devillez; Richard L. Method and composition for controlled delivery of nascent oxygen from hydrogen peroxide source for skin treatment
US5958984A (en) 1996-10-10 1999-09-28 Devillez; Richard L. Method and composition for skin treatment
US6218351B1 (en) 1998-03-06 2001-04-17 The Procter & Gamble Compnay Bleach compositions
DE19713852A1 (de) 1997-04-04 1998-10-08 Henkel Kgaa Aktivatoren für Persauerstoffverbindungen in Wasch- und Reinigungsmitteln
US5954869A (en) 1997-05-07 1999-09-21 Bioshield Technologies, Inc. Water-stabilized organosilane compounds and methods for using the same
EP0996625A1 (fr) * 1997-07-17 2000-05-03 Bioshield Technologies, Inc. Composes d'organosilane stables a l'eau et leur utilisation
US6113815A (en) 1997-07-18 2000-09-05 Bioshield Technologies, Inc. Ether-stabilized organosilane compositions and methods for using the same
WO1999034933A1 (fr) 1998-01-02 1999-07-15 Ashland Inc. Traitement de deperlance pour du verre destine a des applications dans le domaine de l'automobile
FR2777010B1 (fr) 1998-04-01 2000-06-16 Oreal Polymeres silicies de polyammonium quaternaire heterocyclique et leur utilisation dans les compositions cosmetiques
JPH11322770A (ja) * 1998-05-07 1999-11-24 Bioshield Technol Inc 水安定化オルガノシラン化合物及びそれを用いる方法
US6361787B1 (en) 1998-05-27 2002-03-26 The Clorox Company Enhanced antimicrobial composition
GB2340502B (en) * 1998-08-11 2002-08-07 Reckitt & Colman Inc Alkaline aqueous hard surface treatment compositions
WO2000019981A1 (fr) * 1998-10-08 2000-04-13 Karagoezian Hampar L Preparations synergiques antimicrobiennes, dermatologiques et ophtalmiques renfermant un chlorite et du peroxyde d'hydrogene
US6403547B1 (en) 1998-10-30 2002-06-11 The Procter & Gamble Company Process of cleaning carpets with a composition comprising peroxygen bleach
US6346279B1 (en) 1998-12-14 2002-02-12 Virox Technologies, Inc. Hydrogen peroxide disinfectant with increased activity
US6534075B1 (en) 1999-03-26 2003-03-18 Ecolab Inc. Antimicrobial and antiviral compositions and treatments for food surfaces
US6436445B1 (en) 1999-03-26 2002-08-20 Ecolab Inc. Antimicrobial and antiviral compositions containing an oxidizing species
JP2002542338A (ja) 1999-04-12 2002-12-10 ユニリーバー・ナームローゼ・ベンノートシヤープ 多成分漂白組成物
US6610777B1 (en) 1999-07-30 2003-08-26 Ppg Industries Ohio, Inc. Flexible coating compositions having improved scratch resistance, coated substrates and methods related thereto
US6548467B2 (en) 1999-09-02 2003-04-15 The Procter & Gamble Company Sanitizing compositions and methods
US6309425B1 (en) 1999-10-12 2001-10-30 Unilever Home & Personal Care, Usa, Division Of Conopco, Inc. Cleaning composition and method for using the same
EP1152741B1 (fr) * 1999-12-13 2006-10-25 Ethicon, Inc. Systemes antimicrobiens stabilises et procedes de production
US6372702B1 (en) 2000-02-22 2002-04-16 Diversey Lever, Inc. Dishwashing composition for coating dishware with a silicon surfactant
US6432181B1 (en) 2000-03-03 2002-08-13 Resource Development, L.L.C. Silicone compositions, methods of making and using VOC free, non-flammable creams, pastes and powders to render nonporous surfaces water, soil and stain repellent
US6528472B2 (en) * 2000-11-17 2003-03-04 S.C. Johnson & Son, Inc. Antimicrobial compositions containing quaternary ammonium compounds, silanes and other disinfectants with furanones
ATE397452T1 (de) 2001-02-09 2008-06-15 Mickey Miller Linderung von akrochordon
US20040096260A1 (en) * 2002-11-14 2004-05-20 Rhoades Dean L. Abrasive soap and handling mechanism
WO2006086271A2 (fr) 2005-02-07 2006-08-17 Jacques Elfersy Procedes et compositions pour des traitements biocides
US7754004B2 (en) * 2005-07-06 2010-07-13 Resource Development, L.L.C. Thickened surfactant-free cleansing and multifunctional liquid coating compositions containing nonreactive abrasive solid particles and an organosilane quaternary compound and methods of using
US7704313B2 (en) * 2005-07-06 2010-04-27 Resource Development L.L.C. Surfactant-free cleansing and multifunctional liquid coating composition containing nonreactive abrasive solid particles and an organosilane quaternary compound and methods of using

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000054587A1 (fr) * 1999-03-16 2000-09-21 Coating Systems Laboratories, Inc. Preparations antimicrobiennes pour la peau contenant des composes quarternaires d'organosilane
WO2000072850A1 (fr) * 1999-05-28 2000-12-07 Coating Systems Laboratories, Inc. Compositions de soins pour les pieds contenant des organosilanes d'ammonium quaternaire
US20050096250A1 (en) * 2003-10-31 2005-05-05 Resource Development L.L.C. Cleaning and multifunctional coating composition containing an organosilane quaternary compound and methods of using

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10758426B2 (en) 2012-10-09 2020-09-01 Parasol Medical LLC Antimicrobial hydrogel formulation
US10967082B2 (en) 2017-11-08 2021-04-06 Parasol Medical, Llc Method of limiting the spread of norovirus within a cruise ship
US10822502B2 (en) 2018-03-06 2020-11-03 Parasol Medical LLC Antimicrobial solution to apply to a hull and an interior of a boat
US10864058B2 (en) 2018-03-28 2020-12-15 Parasol Medical, Llc Antimicrobial treatment for a surgical headlamp system
US11653995B2 (en) 2018-03-28 2023-05-23 Parasol Medical, Llc Antimicrobial treatment for a surgical headlamp system
US11305033B2 (en) 2019-03-05 2022-04-19 Parasol Medical, Llc Splinting system including an antimicrobial coating and a method of manufacturing the same

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US8257780B2 (en) 2012-09-04
WO2007061625A3 (fr) 2007-09-27
EP1787650A2 (fr) 2007-05-23
EP1787650B1 (fr) 2012-05-02
CA2628137A1 (fr) 2007-05-31
RU2380102C1 (ru) 2010-01-27
BRPI0618590A2 (pt) 2012-03-20
EP1787650A3 (fr) 2009-04-15
CN101312734B (zh) 2013-07-31
JP5180833B2 (ja) 2013-04-10
CN101312734A (zh) 2008-11-26
ATE555797T1 (de) 2012-05-15
US20060110348A1 (en) 2006-05-25

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